So[m]etimes you eventually get to screw your high school crush, and even better, she’s a yoga instructor.[f] [continued in comments]

For my muse who got me to tell a few more stories

Jill was an acquaintance from high school. She was a cheerleader, maybe the most popular girl in four or five area high schools, and a secret crush of mine. When we were in high school, her body matured faster than other girls, other cheerleaders in fact. I can remember when we were at some spring sports event and some guys came up to her and another cheerleader from Jill’s squad. They commented on how the other girl was cute, but that Jill had a woman’s body. She was Filipina, with black hair that was curly in a loose, sexy bob.

Jump forward about 10 years, and Jill’s curves haven’t changed. That amazing athletic hourglass figure with full C cup breasts and long legs that had her at about 5’5”. She was now a yoga instructor on the west coast. She sent me a message saying that she had seen that I was coming to the west coast on business and offered to pick me up and to let me crash at her place for a few nights.

My flight arrived Sunday night Jill picked me up. I had no idea what I was in store for. Jill was waiting at the gate in a skin tight dress, from the shoulders through the hemline which ended just above her knees. I must have looked like a dirty old man, slack-jawed and bug-eyed when I first saw her. (And I wasn’t the only one)

“Wow! You look AMAZING!” Were my first words to Jill. I wasn’t expecting this, or anything much really. She had never shown any interest in me during high school; in fact, she told me her best buddy had a crush on me.

“Thanks! Well, you are taking me to a nice place to eat!” Jill replied.

“Ohhhhh. I see!” I retorted. “I mean, it was exceptionally nice of you to actually meet me at the gate and to drive!”

“I’m glad you understand!” Jill winked at me.

I was surprised, like I said, Jill wasn’t into my type of person. She liked jocks and tall guys generally. And even though I did play sports in school, I wasn’t really part of that crowd.

We ended up at a Japanese restaurant where she actually ordered for the both of us. I remember some amazing Nigiri Style sushi and some stuff from a grill, oh yeah, and takoyaki. The conversation went well. I told her how surprised that she actually offered to pick me up and hang out. Jill giggled.

“You know, Rachel (Jill’s best friend), she had the biggest crush on you. She thought she was in love with you.” Jill offered. (Rachel and I were pretty close friends during high school)

“Jill, you know, I really had deep feelings for her too. We chatted all the time. The timing was just never right, that, and I always thought she was out of my league.” I replied.

Jill laughed. “She felt the same way, she thought you were too cute for her.”

“Oh, I never knew!” I was stunned by this news, “But that still doesn’t answer why you wanted to pick me up?” I continued.

“Well, honestly…” she gulped, “I thought you were kinda hot myself.” Jill hesitated. “And, I wasn’t about to talk to you when Rachel had that crush on you, she was my best friend! Seeing you online brought back old memories and made me want to find you what you are like. I know why she was so into you. You’re so…I don’t know how to say it.”

“Wow. I don’t know what to say,” I blushed. This hot high school crush of mine had just said I was cute, my heart was racing.

“Honestly, I thought both of you were out of my league. Jill, you were like the hottest girl in high school.”

Jill blushed back. We finished out dinner and chatted through it all. We were really clicking and flirted a lot. We got back to her place but before we went in, she told me that I had to sleep on the couch because her daughter was home. We stayed up and talked for a bit then I got sleepy because of the jet lag.

Next morning I was woken up at 5:30 am. Thank goodness it was 8:30 on the East Coast. Jill asked me to go with her to open the Yoga studio. She told me to wear the workout gear she suggested for me to pack. Jill had on yoga pants and a sports bra/tankini. Her butt looked really firm and nicely shaped in those pants and that sports bra thing, while it held her breasts down, you could still tell they were fairly large.

We got to the studio and went it. She locked the door behind us since we were the only ones there. Jill went to the office and told me to wait in studio 2. After about 5 minutes or so some music came on and Jill came in.

“Let’s stretch and get warmed up.” She offered. “The class will be here in about an hour.”

I nodded. We stretched separately until Jill said she needed help with her legs. She laid on her back and had her feet and legs together and pointed straight up into the air. She directed me to push her feet towards her head.

“Further,” Jill insisted. I got onto my knees and leaned into her, pushing on her calves.

“More pressure.” Jill continued. I started to use my weight more and leaned heavily. It felt like she was holding me up. I would have collapsed.

“Here, let me show you something.” Jill smirked. She pulled her legs back behind her head. I fell forward but my hands helped keep me from falling. One of my hands was on the floor mat and one was on her shoulder. My body was basically hovering over her.

“You know I don’t really need your help for this.” Jill winked at me. I smiled and lowered myself slowly onto Jill. She smiled and giggled as I leaned in to kiss her. I teased her a little by rubbing noses and gently pressing my lips onto hers. We kissed gently a few times as my hips met hers.

“You can’t tell Rachel. She’d kill me if she heard that you and I…” Jill explained.

“Don’t Worry.” I winked back. “I understand.”

I let me body press fully against hers, being careful not to let my rock hard cock touch her. Jill moaned and winced until she grabbed my ass and pleaded, “Please, I wanna feel it.” With that she pulled my body up onto her. I resisted at first, then slowly let my stiff cock rub up against her crotch.

“fuuuuuuuck.” Jill gasped as she finally got what she wanted.

I kissed her heavily. I put my hand onto her stomach and ran it up until I felt her sports bra. My hand went underneath and pushed the bra off of her semi hard and very dark nipples. Jill moaned with delight. I began licking around one of the nipples and then flicked it back and forth until they were as hard as they could get. Finally my mouth took as much of her tit into my mouth and just sucked like a hungry baby. Jill squirmed with delight, moaning my name.

The whole time I didn’t stop dry fucking her, and she ground her hips into me in kind. My hand was on her stomach again and it felt around to her back. I moved my hand down over her ass, but under her pants and panties. I gripped them together and pulled them off as I stood up, straightened her legs, and lifted her ass off the ground. Her naked pussy and ass were exposed and she screamed and giggled at the same time. Her pants and panties were around her ankles, and her legs were in the air as she lay on her back.

I got on my knees again with my hands on her calves. My fingers grazed her calves and legs gently as my hands moved towards her athletic ass. Jill rocked her legs back as my hands reached that butt. I lowered myself and guided my head towards her pussy.

“Oh God, are you…” Jill started to ask. I gazed at her and shook my head as to say no. Then an evil grin came to my face.
I dove right in, snacking on her. My lips engulfed her clit as my tongue danced around her clit and flicked just below it.

“Ohhhhhh, yes! Oh, God.” Jill moaned.

I lifted my head just long enough to say, “Don’t worry, you taste so sweet, I could do this all day.”

Jill’s head fell back as she moaned in response, “fuuuuuuuuck.” My feasting included licking up and down her opening every so often and sticking fingers into her and rocking them in and out, hitting different areas inside her.

Jill’s body rocked back and forth, her head rolled from side to side, her breath sharpened. She stared at me with desperate eyes, she bit her lip and panted.

I slipped off my clothes and pulled her pants off of her ankles. I was on my knees in front of her, she put her legs, one each over each of my shoulders. Jill lifted her butt and I leaned forward. I pushed forward, but Jill rolled her body up and back partially on her shoulders.

My cock didn’t enter her, instead it ran back and forth between her outer labia. My cock was twitching wanting to fuck so badly. Jill wanted it too, she quivered under me with each stroke. Finally, I arched up and guided my cock into her, and we both ooohed and ahhhed our satisfaction. I started pumping slowly and Jill met my thrusts. Each of the slow thrusts ended with me grinding just a little at max penetration.

“Hold on, baby.” I looked at Jill. I got two yoga half-balls, and put one on each side of Jill. I got on my knees below her and rolled her up onto her shoulders. Then I thrust into her, with each of my hands on a yoga ball. They were good, but wobbly leverage.

Source: reddit.com/r/gonewildstories/comments/3azusi/sometimes_you_eventually_get_to_screw_your_high